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Caboto Grape Fest 2026


Date / Time: September 18th 2026 5:00 pm ‒ 1:00 am
September 19th 2026 5:00 am - 1:00 am
Location:Giovanni Caboto Club
2175 Parent Ave.
Windsor, ON, 0

GET YOUR TICKETS

 Tickets go on sale Friday, August 14 — online only.

 Don't wait! This is one of Caboto's biggest and most anticipated events of the year, and you won't want to hear about the fun after you've missed it.

Click Here to Purchase Tickets

Grape Fest 2026


Two Nights. Live Music. Italian Food. Wine. And a Whole Lot of Fun.

 Grape Fest is BACK — and you won’t want to miss it!

 Join us Friday & Saturday, September 18 & 19, 2026, for two unforgettable nights celebrating the best of Italian tradition, food, wine, music and community at the Giovanni Caboto Club.

From the moment you arrive, Grape Fest delivers the full Italian festival experience — live music, regional Italian wines, incredible food, bocce, grape stomping, spaghetti eating and plenty of reasons to stay late!

FRIDAY & SATURDAY | 5:00 PM – 1:00 AM

 Licensed event | 19+

LIVE MUSIC

FRIDAY — CHIQ QUATTRO

Get ready for an energetic mix of classic rock and today's hits from some of Windsor's most accomplished musical talents. Featuring Luc Michaud (Bigg Wiggle), Mark Chichkan (Helix, Bombsquad, The Hitmen), Matt Williams and Chris Pace (both of Trio De Janeiro and One Man's Opinion), Chiq Quattro will bring an eclectic setlist spanning the 1960s to today.

SATURDAY — POP ART

Saturday night brings the sound, energy and attitude of the '80s and beyond! Pop Art will have you singing and dancing to new wave, synth-pop, rock and dance favourites from Depeche Mode, Duran Duran, The Cure, INXS, U2, Tears for Fears, Huey Lewis and the News, and more.

Featuring Alex Pagani on drums and percussion, Mark Underwood on synths and keyboards, Scotty Carscadden on lead vocals, Kevin Harris on guitar, Ron Emery on bass and vocals, and Scott “Sax” Webster on saxophone, harmonica, percussion and vocals.

FESTIVAL FAVOURITES

 There’s more than music on the menu!

Grape Stomping Competition — a Grape Fest tradition and guaranteed crowd favourite!

Spaghetti Eating Competition — come hungry and see if you have what it takes!

Bocce Tournament — gather your team and battle for bragging rights!

Regional Italian Wines — discover wines from across Italy.

Live Entertainment — two nights of great music and dancing.

 COME HUNGRY

 Because no Italian festival is complete without great food! Enjoy a delicious selection of Caboto favourites, including:

Fresh Pasta • BBQ Specialties • Authentic Wood-Fired Pizza • Italian Crostoli (Angel Wings) • Sicilian Cannoli • and more!

BE PART OF GRAPE FEST

 Want to put your business in front of thousands of festival-goers while supporting a great cause?

Sponsorship opportunities are available! Visit cabotoclub.com and look for “Grape Fest Sponsorship Opportunities” on the main page or in the September Event Calendar for details.

 SUPPORTING OUR SCHOLARSHIP FUND

 Proceeds from Grape Fest will support the Giovanni Caboto Club Scholarship Fund, helping us continue our commitment to supporting local students in their educational pursuits.

 


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Location

Address: 2175 Parent Ave, Windsor, ON N8X 4K2
Office: 519-252-8383
Pizzeria: 519-252-3878
Email:


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